Hamilton officer may sell up to 28,500 shares

Rhea-AI Filing Summary

Hamilton Insurance Group, Ltd. (HG) received a Rule 144 notice from officer Timothy James Duffin covering a proposed sale of up to 28,500 shares of common stock through Morgan Stanley Smith Barney LLC Executive Financial Services on the NYSE, with an aggregate market value of $984,181.95 as of September 10, 2026.

The shares relate to restricted stock vesting under registered plans, including 4,185 shares vesting January 1, 2015, 23,344 shares vesting January 1, 2022, and 971 shares vesting January 1, 2023.

Key Figures

Shares proposed to be sold: 28,500 shares Aggregate market value: $984,181.95 Vested restricted shares (2015 grant): 4,185 shares +3 more

6 metrics

Shares proposed to be sold 28,500 shares Common stock covered by the Rule 144 notice

Aggregate market value $984,181.95 Value of 28,500 common shares as of September 10, 2026

Vested restricted shares (2015 grant) 4,185 shares Restricted stock vesting on January 1, 2015 under a registered plan

Vested restricted shares (2022 grant) 23,344 shares Restricted stock vesting on January 1, 2022 under a registered plan

Vested restricted shares (2023 grant) 971 shares Restricted stock vesting on January 1, 2023 under a registered plan

Filing date September 10, 2026 Date shown with the proposed NYSE sale information

Key Terms

Rule 144, Restricted Stock, Registered Plan, aggregate market value

4 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Restricted Stock financial

"Restricted Stock Vesting Under a Registered Plan"

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

Registered Plan financial

"Restricted Stock Vesting Under a Registered Plan"

A registered plan is a savings or investment account that a government recognizes for special tax treatment and rules, such as limits on how much you can put in and conditions for withdrawals. For investors it matters because those rules change how much of your gains are taxed, how quickly your money can be accessed and what strategies make sense — like a labeled jar that gives tax breaks but comes with rules about when and how you can take the money out.

aggregate market value financial

"28500 | 984181.95 | 65890659 | 09/10/2026 | NYSE"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider sale was reported for HG in this Form 144 filing?

The filing reports that officer Timothy James Duffin may sell up to 28,500 shares of Hamilton Insurance Group, Ltd. common stock under Rule 144, with an indicated aggregate market value of $984,181.95 as of September 10, 2026.

What is the value of the HG shares covered by Timothy Duffin’s Form 144?

The Form 144 lists an aggregate market value of $984,181.95 for the 28,500 common shares of Hamilton Insurance Group, Ltd. that may be sold, based on market data as of September 10, 2026.

Through which broker may the HG shares be sold under this Form 144?

The shares may be sold through Morgan Stanley Smith Barney LLC Executive Financial Services, located at 1 New York Plaza, New York, New York, as disclosed in the Form 144 for Hamilton Insurance Group, Ltd. (HG).

What is the origin of the HG shares listed in Timothy Duffin’s Form 144?

The shares are described as restricted stock vesting under a registered plan, with 4,185 shares vesting on January 1, 2015, 23,344 shares vesting on January 1, 2022, and 971 shares vesting on January 1, 2023.

Does the Form 144 show any HG shares sold in the past three months?

The section for Securities Sold During The Past 3 Months is present in the Form 144 for Hamilton Insurance Group, Ltd. (HG), but no specific share amounts or transactions are listed in that section.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 09/10/2026 - 04:28 PM Accepted by SEC EDGAR 09/10/2026 - 04:27 PM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0002094343
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	HAMILTON INSURANCE GROUP, LTD.
SEC File Number	001-41862
Address of Issuer	WELLESLEY HOUSE NORTH, 1ST FLOOR 90 PITTS BAY ROAD PEMBROKE BERMUDA HM08
Phone	(441) 405-5200
Name of Person for Whose Account the Securities are To Be Sold	TIMOTHY JAMES DUFFIN
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	28500	984181.95	65890659	09/10/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	01/01/2015	Restricted Stock Vesting Under a Registered Plan	Issuer			4185	01/01/2015	Not Applicable
Common	01/01/2022	Restricted Stock Vesting Under a Registered Plan	Issuer			23344	01/01/2022	Not Applicable
Common	01/01/2023	Restricted Stock Vesting Under a Registered Plan	Issuer			971	01/01/2023	Not Applicable

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Nothing to Report

144: Remarks and Signature

Remarks
Date of Notice	09/10/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Timothy James Duffin
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)